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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827539Generated: October 30, 2026

Dichloromethane → N-[Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3-methyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzamide

https://huagongshe.com/reaction/1827539

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylamineHCID 8471—
Reactant3-Methylbenzoyl chlorideHCID 74375—
ReactantSodium BicarbonateHCID 516892—
Reactant(2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amineHCID 22137435—
ProductN-[Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3-methyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzamideHCID 22137439—

Reaction Steps

A solution of [2-chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine (100 mg, 0.232 mmol) and triethylamine (0.100 mL, 0.696 mmol) in methylene chloride was added to m-toluenecarbonyl chloride (72 mg, 0.46 mmol). The reaction mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium bicarbonate was added and the layers were separated. The aqueous layer was washed with 2 mL of methylene chloride. The combined organic layers were concentrated to give the title compound of Step A. MS 549.1 (M+1)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053212B2
Source datasetuspto-grants-2006_05
ORD IDord-5c80da1d9bd64702a1a6287a0ee3f4a1
Source noteuspto-grants-2006_05